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Holiday rentals in Monticiano

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Monticiano

  • Total holiday rentals

    Explore 70 holiday rentals in Monticiano

  • Nightly prices starting at

    Monticiano holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Monticiano holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Monticiano rentals

  • 4.8 Average rating

    Monticiano stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Monticiano

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home
4.96 out of 5 average rating, 134 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage
4.99 out of 5 average rating, 153 reviews

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favourite
Cottage
5 out of 5 average rating, 34 reviews

Typical Tuscan Cottage with swimming pool and park

Il Country Cottage è ubicato nel cuore della Toscana autentica, in un territorio incontaminato, con una biodiversità unica. Sito a soli 5 minuti di auto dalla famosa Abbazia di San Galgano e da l'Eremo di Montesiepi, dove è custodita la prestigiosa "Spada nella Roccia". Viene affittata l'intera proprietà: la tipica casa toscana di campagna, la piscina, il giardino e il parco recintato. Una location perfetta per rilassarsi con la massima privacy, senza lo stress ed il logorio della vita moderna

Top guest favourite
Apartment
4.98 out of 5 average rating, 58 reviews

Il TramontO

Il TramontO è un appartamento completamente ristrutturato elegante e rustico immerso nella natura della toscana, con vista panoramica, giardino, terrazza e minipiscina idromassaggio ad USO Esclusivo. Spiccano moltissimi dettagli in legno naturale e pietra antica. A pochi passi dall’Abbazia di San Galgano, raggiungibile anche con un incantevole sentiero di 5 km dal paese. A 35 km da Siena e 92 da Firenze, ricavato da una torre Storica del 1200, offre charme, relax e tramonti indimenticabili.

Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home
4.98 out of 5 average rating, 181 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

Guest favourite
A bright living area features a cozy blue sofa adorned with patterned cushions. A wooden dining table is positioned nearby, with four chairs available. Shelves on the walls hold various items, and windows are present, allowing natural light to fill the space.
Flat
4.91 out of 5 average rating, 57 reviews

piccolo appartamento

The apartment is located on the first floor of an early 20th century building, in the historic center of the municipality of Monticiano. The entrance opens onto a room with a small kitchen. In the apartment there are two small bedrooms. In the first bedroom, the queen-size bed (1.40x2.00 m) is hanging off the ground approximately 1.70 m high. The second bedroom has a single bed equipped with a pull-out extension that allows it to be transformed into a double bed.

Top guest favourite
Villa
4.95 out of 5 average rating, 166 reviews

"Villa Daisy" con vista su Siena

Meravigliosa villa con ingresso indipendente all'interno del podere "Caggiolo", riportato alla luce con curata e profonda ristrutturazione che ha mantenuto intatti i lineamenti tipici di un podere toscano. Splendida vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

Guest favourite
A charming rural building features large windows and stone walls, surrounded by lush greenery. The entrance includes a few steps leading to a door framed by vibrant flower pots, while a well-maintained lawn extends in front.
Farm stay
5 out of 5 average rating, 34 reviews

Romantic and quiet stay near Siena, with garden

The apartment is great for 2 people. In the apartment there are a kitchen, a large double bedroom and a bathroom. In the bedroom you can add a bed for baby. FREE WIFI - Mbps download 25,45 e Mbps in upload 3,03 THE PRICE INCLUDES ALL CONSUMPTION AND TOURIST TAX The car is necessary, parking is free and next to the house.

Top guest favourite
A two-story house is surrounded by a vibrant field of yellow flowers. The exterior displays a neutral-colored facade with dark shutters. Additional seating is visible in the garden area, complementing the natural landscape and greenery in the vicinity.
Home
4.95 out of 5 average rating, 42 reviews

CASA DI ZIO Comfort, nature and relax

detached house on the first floor at your complete disposal with private garden. The house is located in a residential area surrounded by greenery, near the small medieval village, nearby playgrounds and municipal swimming pool The entrance to the large square where it is possible to park is shared with the owners.

Top guest favourite
An exterior view of a charming Tuscan house featuring warm stone walls. The surrounding garden includes manicured grass and potted plants. A spacious patio with a table for outdoor dining is visible, alongside a stone pathway leading to the entrance.
Guest house
4.98 out of 5 average rating, 130 reviews

Casale Santa Barbara - Exclusive Apartment

Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.

Top guest favourite
The aerial view captures the historic structure nestled among rolling green hills, framed by tall trees. The stone walls reflect medieval architecture, while a terrace offers an inviting space below. The surrounding landscape showcases farms and cypress trees against a clear blue sky.
Home
4.98 out of 5 average rating, 217 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Top guest favourite
A scenic rural landscape captures rolling hills and expansive fields bathed in warm sunset hues. The silhouette of a rustic villa, surrounded by trees and olive groves, is positioned in the foreground, while distant mountain outlines are visible on the horizon.
Villa
4.99 out of 5 average rating, 109 reviews

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves

Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.

Popular amenities for Monticiano holiday rentals

When is the best time to visit Monticiano?

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Avg. price£87£88£86£83£84£86£78£75£78£72£78£87
Avg. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Monticiano?

    Monticiano has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Monticiano?

    Experience the best of Monticiano with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Monticiano?

    Four-legged friends are welcome in Monticiano. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Monticiano?

    Yes! Work meets play with ease at over 20 vacation rentals in Monticiano featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Monticiano vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Monticiano, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Monticiano have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Monticiano. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Monticiano have wifi?

    Absolutely! We offer over 10 villa rentals with wifi in Monticiano. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Monticiano have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Monticiano. Enjoy a tailored experience with all the comforts you desire.

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